EP1528073A1 - Synthèse de polyols, terminés à l'aide d'un catalyseur basique et à base des intermédiates préparés à l'aide de catalyseurs DMC, utilisant un seul réacteur - Google Patents

Synthèse de polyols, terminés à l'aide d'un catalyseur basique et à base des intermédiates préparés à l'aide de catalyseurs DMC, utilisant un seul réacteur Download PDF

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Publication number
EP1528073A1
EP1528073A1 EP04024809A EP04024809A EP1528073A1 EP 1528073 A1 EP1528073 A1 EP 1528073A1 EP 04024809 A EP04024809 A EP 04024809A EP 04024809 A EP04024809 A EP 04024809A EP 1528073 A1 EP1528073 A1 EP 1528073A1
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Prior art keywords
acid
process according
polyol
mixture
dmc
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Granted
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EP04024809A
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German (de)
English (en)
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EP1528073B1 (fr
Inventor
Bryan D. Kaushiva
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Covestro LLC
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Bayer MaterialScience LLC
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • C08G65/2663—Metal cyanide catalysts, i.e. DMC's
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/185—Catalysts containing secondary or tertiary amines or salts thereof having cyano groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene end groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4866—Polyethers having a low unsaturation value
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/80—Masked polyisocyanates
    • C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • C08G65/2648—Alkali metals or compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/269—Mixed catalyst systems, i.e. containing more than one reactive component or catalysts formed in-situ
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2696—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the process or apparatus used

Definitions

  • Preferred starter compounds include, but are not limited to, polyoxypropylene polyols, polyoxyethylene polyols, polytetatramethylene ether glycols, glycerol, propoxylated glycerols, tripropylene glycol, alkoxylated allylic alcohols, propylene glycol, bisphenol A, pentaerythritol, sorbitol, sucrose, degraded starch, water and mixtures thereof.
  • alkoxides may be used in the processes of the present invention as basic catalysts. Methoxides are preferred. Alkoxides may be prepared either prior to the addition to the polyol or in situ by adding an alkali and/or alkaline earth metal and an alcohol to the polyol.
  • a 29 liter stirred tank reactor was charged with a 701 Da triol (1867.2 g) having a hydroxyl number of 240.
  • This triol contained 1 wt.% of the heel from a previous reactor batch (an unrefined polyol that still contained 0.5 wt.% KOH).
  • the starter was neutralized with a 5% excess of dodecyl benzenesulfonic acid (DDBSA).
  • a zinc hexacyanocobaltate catalyst (0.45 g) was added. After purging and venting with nitrogen, the catalyst was activated at 130°C by adding oxypropylene (94 g) and oxyethylene (11 g). The activation profile was representative for this amount of activation oxide at this temperature.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Toxicology (AREA)
  • Polyethers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Catalysts (AREA)
EP04024809.8A 2003-11-03 2004-10-19 Synthèse de polyols, terminés à l'aide d'un catalyseur basique et à base des intermédiates préparés à l'aide de catalyseurs DMC, utilisant un seul réacteur Active EP1528073B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10/699,951 US7005552B2 (en) 2003-11-03 2003-11-03 Single reactor synthesis of KOH-capped polyols based on DMC-synthesized intermediates
US699951 2003-11-03

Publications (2)

Publication Number Publication Date
EP1528073A1 true EP1528073A1 (fr) 2005-05-04
EP1528073B1 EP1528073B1 (fr) 2019-12-11

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ID=34423459

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EP04024809.8A Active EP1528073B1 (fr) 2003-11-03 2004-10-19 Synthèse de polyols, terminés à l'aide d'un catalyseur basique et à base des intermédiates préparés à l'aide de catalyseurs DMC, utilisant un seul réacteur

Country Status (10)

Country Link
US (1) US7005552B2 (fr)
EP (1) EP1528073B1 (fr)
JP (1) JP5062951B2 (fr)
KR (1) KR101173690B1 (fr)
CN (1) CN1636989B (fr)
BR (1) BRPI0404789A (fr)
CA (1) CA2486337C (fr)
MX (1) MXPA04010880A (fr)
RU (1) RU2004131631A (fr)
SG (1) SG111284A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1785445A1 (fr) * 2005-11-09 2007-05-16 Bayer MaterialScience LLC Polyéthers à faible taux d'insaturation obtenus par des initiateurs contenant du bore et par catalyse à base de cyanure métallique double
WO2012084762A1 (fr) 2010-12-20 2012-06-28 Bayer Materialscience Ag Procédé de production de poly-éther polyols
EP2471838A1 (fr) * 2009-10-05 2012-07-04 Asahi Glass Company, Limited Polyéther et fabrication de celui-ci
WO2016064698A1 (fr) * 2014-10-22 2016-04-28 Dow Global Technologies Llc Système à double catalyseur pour polyols hydroxyle primaires
EP3138865A1 (fr) 2015-09-07 2017-03-08 Basf Se Procede de fabrication de polyols de polyether
WO2017184550A1 (fr) * 2016-04-20 2017-10-26 Covestro Llc Procédé pour faire passer des réacteurs d'une production de polyol catalysée par une base à une production de polyol catalysée par un cmd
EP4177294A1 (fr) * 2021-11-05 2023-05-10 Covestro LLC Procédés de production de polyols

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7186867B2 (en) * 2004-04-21 2007-03-06 Basf Aktiengesellschaft Process for preparing reactive polyether polyols having an ethylene oxide end block
EP1882712B1 (fr) 2005-04-22 2010-04-21 Mitsubishi Chemical Corporation Polyester derive de la biomasse et son procede de fabrication
US20080255378A1 (en) * 2007-04-16 2008-10-16 Bayer Materialscience Llc High productivity process for non-phenolic ethoxylates
DE102007044148A1 (de) 2007-09-15 2009-03-26 Evonik Goldschmidt Gmbh Neuartige siloxanhaltige Blockcopolymere, Verfahren zu deren Herstellung und deren Verwendung für Schmiermittel
DE102008011683A1 (de) * 2008-02-28 2009-09-03 Bayer Materialscience Ag Verfahren zur Herstellung von Polyolen
CN101412798B (zh) * 2008-11-21 2011-08-10 优洁（亚洲）有限公司 软质聚氨酯低回弹泡沫及其制备方法
KR20120088670A (ko) * 2009-10-05 2012-08-08 아사히 가라스 가부시키가이샤 연질 폴리우레탄 폼 및 그 제조 방법, 그리고 자동차용 시트 쿠션
WO2011043348A1 (fr) * 2009-10-05 2011-04-14 旭硝子株式会社 Procédé de fabrication d'une mousse souple de polyuréthane et siège
US8466628B2 (en) * 2009-10-07 2013-06-18 Lutron Electronics Co., Inc. Closed-loop load control circuit having a wide output range
CN102844356A (zh) * 2010-04-30 2012-12-26 旭硝子株式会社 聚氧化烯多元醇、聚合物分散多元醇和软质聚氨酯泡沫塑料及它们的制造方法
KR101404702B1 (ko) 2011-03-08 2014-06-17 에스케이이노베이션 주식회사 에테르 결합 단위체를 함유한 이산화탄소/에폭사이드 공중합체의 제조 방법
CN103476831B (zh) * 2011-03-30 2016-08-31 旭硝子株式会社 聚醚多元醇及软质聚氨酯泡沫的制造方法、以及座椅
MX2014013978A (es) * 2012-05-18 2015-06-02 Basf Se Particula encapsulada.
UA116219C2 (uk) 2012-11-16 2018-02-26 Басф Се Інкапсульована частинка
US9051412B2 (en) * 2013-03-14 2015-06-09 Bayer Materialscience Llc Base-catalyzed, long chain, active polyethers from short chain DMC-catalyzed starters
CN104109234B (zh) * 2014-08-06 2016-06-15 山东蓝星东大化工有限责任公司 高分子量低不饱和度高伯羟基含量聚醚多元醇的制备方法
KR102575283B1 (ko) 2015-06-30 2023-09-07 다우 글로벌 테크놀로지스 엘엘씨 이중 금속 시아나이드 촉매를 사용한 프로필렌 옥사이드/에틸렌 옥사이드 코폴리머를 제조하는 방법 및 그렇게 제조된 코폴리머
CN109071795B (zh) * 2016-05-13 2021-08-31 科思创德国股份有限公司 制备聚氧化烯多元醇的方法
KR101842670B1 (ko) * 2016-05-23 2018-03-27 미쓰이케미칼앤드에스케이씨폴리우레탄 주식회사 폴리우레탄의 제조를 위한 바이오 기반의 폴리올
CN110964191B (zh) * 2018-09-29 2021-02-02 杭州普力材料科技有限公司 一种混合酸改性的锌钴双金属氰化物催化剂及其制备方法
CN113661198A (zh) * 2019-03-25 2021-11-16 亨茨曼国际有限公司 聚醚多元醇
US11572440B2 (en) 2020-02-18 2023-02-07 Covestro Llc Methods for purifying polyols containing oxyalkylene units to reduce 2-methyl-2-pentenal content

Citations (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3427335A (en) 1963-02-14 1969-02-11 Gen Tire & Rubber Co Double metal cyanides complexed with an acyclic aliphatic saturated monoether,an ester and a cyclic ether and methods for making the same
US3427256A (en) 1963-02-14 1969-02-11 Gen Tire & Rubber Co Double metal cyanide complex compounds
US3715402A (en) 1969-08-08 1973-02-06 Basf Wyandotte Corp Removal of catalysts from polyols
US3823145A (en) 1968-07-26 1974-07-09 Basf Wyandotte Corp Removal of impurities from polyols
US3829505A (en) 1970-02-24 1974-08-13 Gen Tire & Rubber Co Polyethers and method for making the same
US3941849A (en) 1972-07-07 1976-03-02 The General Tire & Rubber Company Polyethers and method for making the same
US4110268A (en) 1976-09-27 1978-08-29 Witco Chemical Corporation Polyether polyols and polyurethane foams made therefrom
US4355188A (en) 1980-10-16 1982-10-19 The General Tire & Rubber Company Method for treating polypropylene ether and poly-1,2-butylene ether polyols
US4472560A (en) 1982-03-31 1984-09-18 Shell Oil Company Process for the polymerization of epoxides
US4477589A (en) 1982-03-31 1984-10-16 Shell Oil Company Catalysts for the polymerization of epoxides and process for the preparation of such catalysts
US4721818A (en) 1987-03-20 1988-01-26 Atlantic Richfield Company Purification of polyols prepared using double metal cyanide complex catalysts
US5144093A (en) 1991-04-29 1992-09-01 Olin Corporation Process for purifying and end-capping polyols made using double metal cyanide catalysts
US5158922A (en) 1992-02-04 1992-10-27 Arco Chemical Technology, L.P. Process for preparing metal cyanide complex catalyst
JPH0525267A (ja) 1991-07-17 1993-02-02 Asahi Glass Co Ltd ポリエーテル類の製造方法
JPH05331278A (ja) 1992-05-29 1993-12-14 Asahi Glass Co Ltd 高分子量ポリエーテル類の製造方法
US5470813A (en) 1993-11-23 1995-11-28 Arco Chemical Technology, L.P. Double metal cyanide complex catalysts
US5482908A (en) 1994-09-08 1996-01-09 Arco Chemical Technology, L.P. Highly active double metal cyanide catalysts
US5545601A (en) 1995-08-22 1996-08-13 Arco Chemical Technology, L.P. Polyether-containing double metal cyanide catalysts
US5563221A (en) 1995-06-21 1996-10-08 Arco Chemical Technology, L.P. Process for making ethylene oxide-capped polyols from double metal cyanide-catalyzed polyols
US5700847A (en) 1995-12-04 1997-12-23 Arco Chemical Technology, L.P. Molded polyurethane foam with enhanced physical properties
US5714428A (en) 1996-10-16 1998-02-03 Arco Chemical Technology, L.P. Double metal cyanide catalysts containing functionalized polymers
EP0876416A1 (fr) 1996-01-26 1998-11-11 ARCO Chemical Technology, L.P. Polyols aleatoires de poly(oxypropylene/oxyethylene) pouvant etre utilises dans la preparation des mousses souples, a forte elasticite, ayant moins tendance a se retracter et mousses ainsi preparees
WO1999051657A1 (fr) 1998-04-03 1999-10-14 Bayer Antwerpen N.V. Mousse de polyurethanne moulee et en plaques, preparee a partir de polyols de polyoxyalkylene catalyses par un complexe de cyanures metalliques doubles et polyols convenant pour la preparation de celle-ci
WO2000002951A1 (fr) 1998-07-10 2000-01-20 Asahi Glass Company Ltd. Catalyseur de polymerisation par decyclisation d'un oxyde d'alkylene, et son procede de fabrication et d'utilisation
US6077978A (en) 1997-09-17 2000-06-20 Arco Chemical Technology L.P. Direct polyoxyalkylation of glycerine with double metal cyanide catalysis
EP1277775A1 (fr) * 2001-07-18 2003-01-22 Asahi Glass Company Ltd. Procédé de production de polyol et de polyol dispersé dans un polymère
EP1403301A1 (fr) * 2002-09-30 2004-03-31 Bayer MaterialScience AG Procédé pour la préparation de polyols ayant des groupes terminaux à partir d'oxyde d'éthylène

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51101099A (ja) * 1975-03-03 1976-09-07 Sanyo Chemical Ind Ltd Horieeteruhorioorunoseiho
US5700874A (en) * 1994-08-25 1997-12-23 Bridgestone Corporation Alkoxysilane-modified polymer and adhesive composition using said polymer
JPH1030023A (ja) * 1996-07-16 1998-02-03 Asahi Glass Co Ltd ポリ（またはモノ）オール組成物およびポリウレタンの製造方法

Patent Citations (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3427335A (en) 1963-02-14 1969-02-11 Gen Tire & Rubber Co Double metal cyanides complexed with an acyclic aliphatic saturated monoether,an ester and a cyclic ether and methods for making the same
US3427256A (en) 1963-02-14 1969-02-11 Gen Tire & Rubber Co Double metal cyanide complex compounds
US3823145A (en) 1968-07-26 1974-07-09 Basf Wyandotte Corp Removal of impurities from polyols
US3715402A (en) 1969-08-08 1973-02-06 Basf Wyandotte Corp Removal of catalysts from polyols
US3829505A (en) 1970-02-24 1974-08-13 Gen Tire & Rubber Co Polyethers and method for making the same
US3941849A (en) 1972-07-07 1976-03-02 The General Tire & Rubber Company Polyethers and method for making the same
US4110268A (en) 1976-09-27 1978-08-29 Witco Chemical Corporation Polyether polyols and polyurethane foams made therefrom
US4355188A (en) 1980-10-16 1982-10-19 The General Tire & Rubber Company Method for treating polypropylene ether and poly-1,2-butylene ether polyols
US4472560A (en) 1982-03-31 1984-09-18 Shell Oil Company Process for the polymerization of epoxides
US4477589A (en) 1982-03-31 1984-10-16 Shell Oil Company Catalysts for the polymerization of epoxides and process for the preparation of such catalysts
US4721818A (en) 1987-03-20 1988-01-26 Atlantic Richfield Company Purification of polyols prepared using double metal cyanide complex catalysts
US5144093A (en) 1991-04-29 1992-09-01 Olin Corporation Process for purifying and end-capping polyols made using double metal cyanide catalysts
JPH0525267A (ja) 1991-07-17 1993-02-02 Asahi Glass Co Ltd ポリエーテル類の製造方法
US5158922A (en) 1992-02-04 1992-10-27 Arco Chemical Technology, L.P. Process for preparing metal cyanide complex catalyst
JPH05331278A (ja) 1992-05-29 1993-12-14 Asahi Glass Co Ltd 高分子量ポリエーテル類の製造方法
US5470813A (en) 1993-11-23 1995-11-28 Arco Chemical Technology, L.P. Double metal cyanide complex catalysts
US5482908A (en) 1994-09-08 1996-01-09 Arco Chemical Technology, L.P. Highly active double metal cyanide catalysts
EP0700949A2 (fr) 1994-09-08 1996-03-13 ARCO Chemical Technology, L.P. Catalyseurs hautement actifs de cyanure de métal de double
US5563221A (en) 1995-06-21 1996-10-08 Arco Chemical Technology, L.P. Process for making ethylene oxide-capped polyols from double metal cyanide-catalyzed polyols
US5545601A (en) 1995-08-22 1996-08-13 Arco Chemical Technology, L.P. Polyether-containing double metal cyanide catalysts
US5700847A (en) 1995-12-04 1997-12-23 Arco Chemical Technology, L.P. Molded polyurethane foam with enhanced physical properties
EP0876416A1 (fr) 1996-01-26 1998-11-11 ARCO Chemical Technology, L.P. Polyols aleatoires de poly(oxypropylene/oxyethylene) pouvant etre utilises dans la preparation des mousses souples, a forte elasticite, ayant moins tendance a se retracter et mousses ainsi preparees
US5714428A (en) 1996-10-16 1998-02-03 Arco Chemical Technology, L.P. Double metal cyanide catalysts containing functionalized polymers
US6077978A (en) 1997-09-17 2000-06-20 Arco Chemical Technology L.P. Direct polyoxyalkylation of glycerine with double metal cyanide catalysis
WO1999051657A1 (fr) 1998-04-03 1999-10-14 Bayer Antwerpen N.V. Mousse de polyurethanne moulee et en plaques, preparee a partir de polyols de polyoxyalkylene catalyses par un complexe de cyanures metalliques doubles et polyols convenant pour la preparation de celle-ci
WO2000002951A1 (fr) 1998-07-10 2000-01-20 Asahi Glass Company Ltd. Catalyseur de polymerisation par decyclisation d'un oxyde d'alkylene, et son procede de fabrication et d'utilisation
EP1277775A1 (fr) * 2001-07-18 2003-01-22 Asahi Glass Company Ltd. Procédé de production de polyol et de polyol dispersé dans un polymère
EP1403301A1 (fr) * 2002-09-30 2004-03-31 Bayer MaterialScience AG Procédé pour la préparation de polyols ayant des groupes terminaux à partir d'oxyde d'éthylène

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
"Water quality - Determination of turbidity", ISO 7027-99, vol. 3, no. 7027, 15 December 1999 (1999-12-15), pages 1 - 10, XP008142906
KIRK-OTHMER: "Encyclopedia Of Chemical Technology", vol. 11, 1966, INTERSCIENCE PUBLISHERS, pages: 871 - 899

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1962725B (zh) * 2005-11-09 2012-05-30 拜尔材料科学有限公司 由含硼起始剂制备的双金属氰化物催化的低不饱和聚醚
EP1785445A1 (fr) * 2005-11-09 2007-05-16 Bayer MaterialScience LLC Polyéthers à faible taux d'insaturation obtenus par des initiateurs contenant du bore et par catalyse à base de cyanure métallique double
EP2471838A1 (fr) * 2009-10-05 2012-07-04 Asahi Glass Company, Limited Polyéther et fabrication de celui-ci
EP2471838A4 (fr) * 2009-10-05 2013-07-31 Asahi Glass Co Ltd Polyéther et fabrication de celui-ci
CN103429638B (zh) * 2010-12-20 2016-06-22 拜耳知识产权有限责任公司 聚醚多元醇的制备方法
WO2012084762A1 (fr) 2010-12-20 2012-06-28 Bayer Materialscience Ag Procédé de production de poly-éther polyols
CN103429638A (zh) * 2010-12-20 2013-12-04 拜耳知识产权有限责任公司 聚醚多元醇的制备方法
WO2016064698A1 (fr) * 2014-10-22 2016-04-28 Dow Global Technologies Llc Système à double catalyseur pour polyols hydroxyle primaires
KR20170074893A (ko) * 2014-10-22 2017-06-30 다우 글로벌 테크놀로지스 엘엘씨 높은 1차 히드록실 폴리올을 위한 이중 촉매 시스템
US9896542B2 (en) 2014-10-22 2018-02-20 Dow Global Technologies Llc Dual catalyst system for high primary hydroxyl polyols
EP3138865A1 (fr) 2015-09-07 2017-03-08 Basf Se Procede de fabrication de polyols de polyether
WO2017184550A1 (fr) * 2016-04-20 2017-10-26 Covestro Llc Procédé pour faire passer des réacteurs d'une production de polyol catalysée par une base à une production de polyol catalysée par un cmd
EP4177294A1 (fr) * 2021-11-05 2023-05-10 Covestro LLC Procédés de production de polyols

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KR20050042451A (ko) 2005-05-09
SG111284A1 (en) 2005-05-30
US20050096488A1 (en) 2005-05-05
CN1636989A (zh) 2005-07-13
CA2486337C (fr) 2012-06-05
CN1636989B (zh) 2011-04-13
CA2486337A1 (fr) 2005-05-03
JP2005163022A (ja) 2005-06-23
MXPA04010880A (es) 2005-12-06
EP1528073B1 (fr) 2019-12-11
US7005552B2 (en) 2006-02-28
RU2004131631A (ru) 2006-04-20
KR101173690B1 (ko) 2012-08-13
JP5062951B2 (ja) 2012-10-31

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